Hydrochloric Acid → HCID 69896393, compound

Temperature

-1 °C

Concentrated HCl (100 ml, 32%, 1.0 mole) was charged to a 500 ml flask under a nitrogen atmosphere and cooled down to −2 to 0° C. 2-Chloroaniline (16 ml, 19.4 g, 0.15 moles) was added and the reaction mixture was re-cooled to −2 to 0° C. Sodium nitrite (12.6 g, 0.18 moles) dissolved in water (30 ml) was added dropwise to the acidic mixture through an addition funnel over a period of 40 minutes at −2 to 0° C. The resulting mixture (yellow suspension) was stirred for 1 hour at −2 to 0° C. L-Ascorbic acid (27 g, 0.15 moles) was then added in portions as a solid over a period of 45 minutes at −2 to 0° C. The reaction was allowed to come to room temperature (18-20° C.), then heated to 40° C. and stirred for 3 hours at this temperature. The resultant slurry was cooled to room temperature (18-20° C.) and water (100 ml) was added. The mixture was stirred for 16 hours at 20-25° C., cooled and stirred at 0-2° C. for 1 hour, then filtered and the solid was washed with water to afford 94.5 g of wet 2-chlorophenylhydrazido oxalic acid.

1. temperaturethe reaction mixture was re-cooled to −2 to 0° C
2. additionwas added dropwise to the acidic mixture through an addition funnel over a period of 40 minutes at −2 to 0° C
3. customto come to room temperature
4. custom(18-20° C.)
5. temperatureheated to 40° C.
6. stirringstirred for 3 hours at this temperature
7. additionwas added
8. stirringThe mixture was stirred for 16 hours at 20-25° C.
9. temperaturecooled
10. stirringstirred at 0-2° C. for 1 hour
11. filtrationfiltered
12. washthe solid was washed with water

ORD record

ord-d4c16bc5cedf4e2fb81fd9a844eecd93

Source dataset

uspto-grants-2004_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06753334B2